ChemFOnt: Showing chemical card for 6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000127380)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:55:13 UTC

Chemfont ID

CFc000127380

Molecule Identification

Common Name

6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety. Based on a literature review very few articles have been published on 6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0,.0,]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₂O₁₂

Average Molecular Weight

548.541

Monoisotopic Molecular Weight

548.18937647

IUPAC Name

6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0^{2,7}.0^{13,15}]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0^{2,7}.0^{13,15}]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCC1=CC(=O)OC2=C3C4OC4C(C)(C)OC3=C(C(=O)C(C)C)C(OC3OC(C(O)C(O)C3O)C(O)=O)=C12

InChI Identifier

InChI=1S/C27H32O12/c1-6-7-10-8-11(28)35-20-12(10)19(37-26-18(32)16(30)17(31)23(38-26)25(33)34)13(15(29)9(2)3)21-14(20)22-24(36-22)27(4,5)39-21/h8-9,16-18,22-24,26,30-32H,6-7H2,1-5H3,(H,33,34)

InChI Key

FKWYEERTJSUFHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-5-o-glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Pyranocoumarin
Angular pyranocoumarin
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Pyranochromene
Glucuronic acid or derivatives
Hexose monosaccharide
Alkyl glycoside
2,2-dimethyl-1-benzopyran
Glycosyl compound
O-glycosyl compound
1-benzopyran
Chromane
Benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Beta-hydroxy acid
Pyranone
Fatty acyl
Monosaccharide
Benzenoid
Pyran
Hydroxy acid
Oxane
Heteroaromatic compound
Secondary alcohol
Lactone
Ketone
Acetal
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0146971)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.05 g/L	ALOGPS
logP	1.7	ALOGPS
logP	1.71	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	181.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	131.12 m³·mol⁻¹	ChemAxon
Polarizability	54.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0146971

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000127380)

MOL for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000127380 (6-{[12,12-dimethyl-9-(2-methylpropanoyl)-4-oxo-6-propyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)